Apartments in Jackson Park Chicago

121 - 150 of 332 Results
54
$1,999 - 3,375
5335 5345 S. Kimbark Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Hyde Park
33
$985 - 1,925
5120 S. Hyde Park Boulevard Chicago, IL
Studio - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
37
$2,175 - 3,335
5237 5245 S. Kenwood Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Hyde Park
20
$1,245
1367 E. 53rd, Unit A803 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
$1,250
1367 E. 53rd, Unit A012 Chicago, IL
Studio | Available Now
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Heat Included
Cat Friendly
Storage
Hyde Park
0
$1,350
7201-09 S Constance Ave Chicago, IL
1 BR | Available Now
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South Shore
7
$1,375
Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
South Shore
1
$1,450
Chicago, IL
2 BR | Available Now
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South Shore
12
$845
Chicago, IL
Studio | Ask for Availability
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Air Conditioning
South Shore
13
$845
Chicago, IL
Studio | Available Now
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South Shore
10
$1,195
Chicago, IL
Studio | Available Now
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Cat Friendly
Balcony/Deck/Patio
Hyde Park
13
$2,195 - 3,050
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Student
Air Conditioning
Surface Parking
11
$2,100 - 2,495
Chicago, IL
2 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
10
$2,030 - 3,375
Chicago, IL
Studio - 4 BR | Available Now
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Hyde Park
12
$1,995
5432-44 S. Woodlawn Ave. Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
Hyde Park
10
3D Tour
$1,350 - 1,799
5405 5407 S. Woodlawn Avenue Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
45
3D Tour
$1,655 - 2,080
5415 S Woodlawn Ave. Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Hyde Park
13
3D Tour
$1,345 - 1,585
1440 1450 St Chicago, IL
Studio - 1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Dishwasher
Hyde Park
24
3D Tour
$1,575
5134 5136 S Harper Chicago, IL
1 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
Storage
Dishwasher
14
3D Tour
$2,085 - 3,650
5401 5403 S. Woodlawn Avenue Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Virtual Tour
In Unit Laundry
Hyde Park
25
$1,980 - 2,090
1350 E 53rd Chicago, IL
2 BR | Available Now
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Dog Friendly
Cat Friendly
In Unit Laundry
Balcony/Deck/Patio
Storage
31
$1,875 - 2,595
5416 S. Woodlawn Avenue Chicago, IL
1 - 3 BR | Available Now
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Dog Friendly
Cat Friendly
Fireplace
Hyde Park
1
$1,600
Chicago, IL
2 BR | Available Now
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South Shore
32
$1,660 - 2,385
5200 South Blackstone Chicago, IL
1 - 2 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Fitness Center
Dishwasher
1
$1,750
6600 S Ingleside Ave Chicago, IL
2 BR | Available Now
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Woodlawn
$822 - 1,046
5135 S. Blackstone Chicago, IL
Studio | Available Now
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Dog Friendly
Cat Friendly
Student
Air Conditioning
Fitness Center
12
$2,295 - 3,799
5339 5345 S. Woodlawn Chicago, IL
2 - 4 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
In Unit Laundry
Dishwasher
14
$2,265 - 2,660
1330 E 53rd St Chicago, IL
Studio - 1 BR | Available Now
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Air Conditioning
In Unit Laundry
Fitness Center
Disability Access
Dishwasher
19
$1,200
Chicago, IL
Studio | Available Now
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Cat Friendly
Hyde Park
11
$910
Chicago, IL
3 BR | Ask for Availability
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Woodlawn
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Chicago:
October Rent Report

Welcome to the October 2026 Chicago Apartment Report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the October 2026 key findings and figures for the Chicago rental landscape.

Our experts analyze the pricing trends — one-bedroom, two-bedroom, year-over-year and month-over-month — in Chicago and surrounding areas and provide comparisons to the entire metro area, nearby cities and some of the most desirable and expensive cities in the United States. Take a look at the last 12 months of Chicago average rent prices in the chart below.

Monthly Rent Report

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Oct. 2026
1 BR       2 BR

Chicago Rent Prices Decrease From September to October

Chicago rent prices decreased over the last month. From September to October, the city experienced a 0% decrease for the price of a one-bedroom apartment. The rent price for a Chicago one-bedroom apartments currently stands at $.

When we take a look at the two-bedroom comparison from September to October, Chicago experienced a 0% decrease for the price of a two-bedroom apartment. The rent price for a Chicago two-bedroom apartments currently stands at $.

October Prices: Chicago vs. Surrounding Areas

Rent Prices in Chicago and Surrounding Areas

Rent prices have decreased in Chicago over the last month. But how have the surrounding areas fared when it comes to the recent volatility in apartment prices? Rent prices in 0 of the Chicago suburbs increased last month. On the other hand, 0 local areas experienced a decrease in the price of a one-bedroom apartment.

More key findings include:

  • Rents did not increase in any of the Chicago suburbs

  • Rents did not decrease in any of the Chicago suburbs.

October 2026 Pricing Trends: Chicago vs. National Comparisons

Chicago Rent Prices More Affordable Than Major Cities

Rent growth in Chicago over the past year has been declining. When compared to major cities nearby, along with some of the most expensive cities in the country, Chicago average rent prices appear to be relatively affordable for local residents.

The price for a Chicago one-bedroom apartment remains vastly more affordable than four of the largest cities in the United States — New York City, Washington, D.C. San Francisco and Los Angeles. And pricing compares quite similarly to nearby Midwest cities.

For more information about Chicago and surrounding area rent prices, take a look at the complete data set below.

Data set for Chicago and suburbs

1 BR October 1 BR M/M % Change 2 BR October 2 BR M/M % Change

Methodology

Each month, using over 1 million Rentable listings across the United States, we calculate the median 1-bedroom and 2-bedroom rent prices by city, state, and nation, and track the month-over-month percent change. To avoid small sample sizes, we restrict the analysis for our reports to cities meeting minimum population and property count thresholds.